Month: October 2022

Sietmann, Jan; Ong, Mike; Mueck-Lichtenfeld, Christian; Daniliuc, Constantin G.; Wahl, Johannes M. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ-Lactams》.Product Details of 126456-43-7 The article contains the following contents:

Asym. access to γ-lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)-1-amino-2-indanol for chiral induction. Mechanistic anal. of the key N,O-ketal rearrangement reveals a Curtin-Hammett scenario, which enables a downstream stereo induction (up to 88:12 dr) and is corroborated by spectroscopic, crystallog., and computational studies. In combination with an easy deprotection protocol, this operationally simple sequence allows the synthesis of a range of optically pure γ-lactams, including those bearing all-carbon quaternary stereocenters. In addition, the formal synthesis of drug mols. baclofen, brivaracetam, and pregabalin further demonstrates the synthetic utility and highlights the general applicability of the presented method. In the experimental materials used by the author, we found (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Product Details of 126456-43-7)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Product Details of 126456-43-7

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Lisovskaya, Alexandra; Shadyro, Oleg; Schiemann, Olav; Carmichael, Ian published an article in 2021. The article was titled 《OH radical reactions with the hydrophilic component of sphingolipids》, and you may find the article in Physical Chemistry Chemical Physics.Safety of 2-Aminopropane-1,3-diol The information in the text is summarized as follows:

In this work, using the example of model compounds, we studied the reactions resulting from the interaction of OH radicals with the hydrophilic part of sphingolipids. We compared the stopped-flow EPR spectroscopy and pulse radiolysis with optical detection methods to characterize radical intermediates formed in the reaction of OH radicals with glycerol, serinol and N-boc-serinol. Quantum chem. calculations were also performed to help interpret the observed exptl. data. It was shown that H-abstraction from the terminal carbon atom is the main process that is realized for all the studied compounds The presence of the unsubstituted amino group (-NH2) is seen to completely change the reaction properties of serinol in comparison with those observed in glycerol and N-boc serinol. The results came from multiple reactions, including the reaction of 2-Aminopropane-1,3-diol(cas: 534-03-2Safety of 2-Aminopropane-1,3-diol)

2-Aminopropane-1,3-diol(cas: 534-03-2) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Safety of 2-Aminopropane-1,3-diol

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Puleo, Thomas R.; Klaus, Danielle R.; Bandar, Jeffrey S. published an article in 2021. The article was titled 《Nucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer》, and you may find the article in Journal of the American Chemical Society.Application In Synthesis of 5-Hexen-1-ol The information in the text is summarized as follows:

A general protocol for the direct C-H etherification of N-heteroarenes is reported. Potassium tert-butoxide catalyzes halogen transfer from 2-halothiophenes to N-heteroarenes to form N-heteroaryl halide intermediates that undergo tandem base-promoted alc. substitution. Thus, the simple inclusion of inexpensive 2-halothiophenes enables regioselective oxidative coupling of alcs. with 1,3-azoles, pyridines, diazines, and polyazines under basic reaction conditions. The experimental part of the paper was very detailed, including the reaction process of 5-Hexen-1-ol(cas: 821-41-0Application In Synthesis of 5-Hexen-1-ol)

5-Hexen-1-ol(cas: 821-41-0) is a volatile organic compound. Further, it is used to prepare 6-bromo-hex-1-ene by reaction with phosphorus tribromide.Application In Synthesis of 5-Hexen-1-ol

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Hatefi, Nayyereh; Smith, William R. published an article in 2021. The article was titled 《Ideal-gas thermochemical properties for alkanolamine and related species involved in carbon-capture applications》, and you may find the article in Journal of Chemical & Engineering Data.SDS of cas: 13325-10-5 The information in the text is summarized as follows:

We calculated ideal-gas thermochem. properties (molar enthalpy, entropy, Gibbs energy, and heat capacity, Cp) for 30 primary and 12 secondary alkanolamines and their neutral, protonated, and carbamate forms, and for 7 tertiary alkanolamines and their protonated forms. The data, provided in a spreadsheet format in the Supporting Information document, are useful for the construction of both macroscopic and mol.-based thermodn. models of CO2-capture processes involving the indicated species. The calculations were implemented using a combination of Spartan18 and Gaussian16 electronic structure software using two typical high-order methods, G4 and G3B3, and for comparison, we also calculated results from the commonly used and less computationally expensive B3LYP/aug-cc-pVTZ method. Our calculation methodol. is validated by comparing results for a set of mols. for which literature data are available. The thermochem. data for each species over the temperature range 200-1500 K is given as a function of temperature in the form of NASA seven-term polynomial expressions, permitting the properties to be calculated over this temperature range. The accuracy of the G3B3 and G4 results is estimated to be 6 kJ·mol-1 for the species formation enthalpies, and the B3LYP/aug-cc-pVTZ results are generally of inferior quality. The results came from multiple reactions, including the reaction of 4-Aminobutan-1-ol(cas: 13325-10-5SDS of cas: 13325-10-5)

4-Aminobutan-1-ol(cas: 13325-10-5) is used in the synthesis of NSAIDs with anti-inflammatory properties. Also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.SDS of cas: 13325-10-5

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In 2022,Bondarenko, G. N.; Legkov, S. A.; Merekalov, A. S.; Otmakhova, O. A.; Talroze, R. V. published an article in Russian Journal of Physical Chemistry A. The title of the article was 《Molecular Structure and Donor-Acceptor Properties of β-(2,4,7-Trinitro-9-fluorenylideneaminooxy)propionic Acid Complexes with Triphenylene-Containing Systems》.Related Products of 627-18-9 The author mentioned the following in the article:

Quantum chem. calculations and FTIR spectroscopic studies show that β-(2,4,7-trinitro-9-fluorenylideneiminooxy)propionic acid (TNF-carb) can act as an electron acceptor. It stabilizes charge transfer complexes with discotic triphenylene-containing mols. Complexes TNF-carb/discotic may have different compositions (up to 1/4) and stabilize their structure via π-π interaction, but with the complementary hydrogen bonding as well. The results came from multiple reactions, including the reaction of 3-Bromopropan-1-ol(cas: 627-18-9Related Products of 627-18-9)

3-Bromopropan-1-ol(cas: 627-18-9) was used in the synthesis of fluorescent halide-sensitive quinolinium dyes and molten salt-polymers. Furthermore, it was used in the synthesis of chiral, quaternary prolines via cyclization of quaternary amino acids.Related Products of 627-18-9

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In 2022,Mouhsine, Bouchaib; Karim, Abdallah; Dumont, Clement; Saint Pol, Anthony; Suisse, Isabelle; Sauthier, Mathieu published an article in European Journal of Organic Chemistry. The title of the article was 《The Selective Nickel-Catalyzed N-Allylation of C3-Unprotected Indoles under Mild and Clean Conditions》.HPLC of Formula: 7748-36-9 The author mentioned the following in the article:

A simple salt free and selective N-allylation of indoles with allylic alcs. was developed. The protocol uses a catalytic amount of a nickel complex generated in situ from Ni(cod)2 and dppf as diphosphine. The use of DMSO as the reaction solvent was crucial to control the regioselectivity of the reaction with the exclusive formation of the N-allyl product among up to three possible products. The experimental part of the paper was very detailed, including the reaction process of Oxetan-3-ol(cas: 7748-36-9HPLC of Formula: 7748-36-9)

Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.HPLC of Formula: 7748-36-9

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Alcohol – Wikipedia,
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Category: alcohols-buliding-blocksIn 2021 ,《Strategic Synthesis of ‘Picket Fence’ Porphyrins Based on Nonplanar Macrocycles》 appeared in European Journal of Organic Chemistry. The author of the article were Norvaisa, Karolis; Yeow, Kathryn; Twamley, Brendan; Roucan, Marie; Senge, Mathias O.. The article conveys some information:

Traditional ‘picket fence’ porphyrin systems have been a topic of interest for their capacity to direct steric shielding effects selectively to one side of the macrocycle. Sterically overcrowded porphyrin systems that adopt macrocycle deformations have recently drawn attention for their applications in organo-catalysis and sensing. Here, the authors explore the combined benefits of nonplanar porphyrins and the old mol. design to bring new concepts to the playing field. The challenging ortho-positions of meso-Ph residues in dodeca-substituted porphyrin systems led to the transition to less hindered para- and meta-sites and the development of selective demethylation based on the steric interplay. Isolation of the sym. target compound [2,3,7,8,12,13,17,18-octaethyl-5,10,15,20-tetrakis(3,5-dipivaloyloxyphenyl)porphyrin] was investigated under two synthetic pathways. The obtained insight was used to isolate unsym. [2,3,7,8,12,13,17,18-octaethyl-5,10,15,20-tetrakis(2-nitro-5-pivaloyloxyphenyl)porphyrin]. Upon separation of the atropisomers, a detailed single-crystal X-ray crystallog. anal. highlighted intrinsic intermol. interactions. The nonplanarity of these systems in combination with ‘picket fence’ motifs provides an important feature in the design of supramol. ensembles. In addition to this study using 3,5-Dihydroxybenzaldehyde, there are many other studies that have used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Category: alcohols-buliding-blocks) was used in this study.

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.Category: alcohols-buliding-blocks

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Synthetic Route of C3H8ClNOIn 2011 ,《Design of small molecule inhibitors of acetyl-CoA carboxylase 1 and 2 showing reduction of hepatic malonyl-CoA levels in vivo in obese Zucker rats》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Bengtsson, Christoffer; Blaho, Stefan; Saitton, David Blomberg; Brickmann, Kay; Broddefalk, Johan; Davidsson, Oejvind; Drmota, Tomas; Folmer, Rutger; Hallberg, Kenth; Hallen, Stefan; Hovland, Ragnar; Isin, Emre; Johannesson, Petra; Kull, Bengt; Larsson, Lars-Olof; Loefgren, Lars; Nilsson, Kristina E.; Noeske, Tobias; Oakes, Nick; Plowright, Alleyn T.; Schnecke, Volker; Stahlberg, Pernilla; Soerme, Pernilla; Wan, Hong; Wellner, Eric; Oester, Linda. The article conveys some information:

Inhibition of acetyl-CoA carboxylases has the potential for modulating long chain fatty acid biosynthesis and mitochondrial fatty acid oxidation Hybridization of weak inhibitors of ACC2 provided a novel, moderately potent but lipophilic series. Optimization led to two compounds, which exhibit potent inhibition of human ACC2, 10-fold selectivity over inhibition of human ACC1, good phys. and in vitro ADME properties and good bioavailability. X-ray crystallog. has shown this series binding in the CT-domain of ACC2 and revealed two key hydrogen bonding interactions. Both most potent compounds lower levels of hepatic malonyl-CoA in vivo in obese Zucker rats. The results came from multiple reactions, including the reaction of Azetidin-3-ol hydrochloride(cas: 18621-18-6Synthetic Route of C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Synthetic Route of C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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Product Details of 18621-18-6In 2020 ,《Discovery of a potent dual inhibitor of wild-type and mutant respiratory syncytial virus fusion proteins through the modulation of atropisomer interconversion properties》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Yamaguchi-Sasaki, Toru; Kawaguchi, Takanori; Okada, Atsushi; Tokura, Seiken; Tanaka-Yamamoto, Nozomi; Takeuchi, Tomoki; Ogata, Yuya; Takahashi, Ryo; Kurimoto-Tsuruta, Risa; Tamaoki, Tomokazu; Sugaya, Yutaka; Abe-Kumasaka, Tomoko; Arikawa, Kaho; Yoshida, Ippei; Sugiyama, Hiroyuki; Kanuma, Kosuke; Yoshinaga, Mitsukane. The article conveys some information:

The development of effective respiratory syncytial virus (RSV) fusion glycoprotein (F protein) inhibitors against both wild-type and the D486N-mutant F protein is urgently required. We recently reported a 15-membered macrocyclic pyrazolo[1,5-a]pyrimidine derivative 4 that exhibited potent anti-RSV activities against not only wild-type, but also D486N-mutant F protein. However, NMR studies revealed that the 15-membered derivative 4 existed as a mixture of atropisomers. An optimization study of the linker moiety between the 2-position of the benzoyl moiety and the 7-position of the pyrazolo[1,5-a]pyrimidine scaffold identified a 16-membered derivative 42c with an amide linker that showed a rapid interconversion of atropisomers. Subsequent optimization of the 5-position of the pyrazolo[1,5-a]pyrimidine scaffold and the 5-position of the benzoyl moiety resulted in the discovery of a potent clin. candidate 60b for the treatment of RSV infections. In addition to this study using Azetidin-3-ol hydrochloride, there are many other studies that have used Azetidin-3-ol hydrochloride(cas: 18621-18-6Product Details of 18621-18-6) was used in this study.

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Product Details of 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of Bis[(pinacolato)boryl]methaneIn 2021 ,《Reactivity Trends with Borylalkyl Copper(I) Species》 appeared in European Journal of Inorganic Chemistry. The author of the article were Corro, Macarena; Salvado, Oriol; Gonzalez, Sara; Dominguez-Molano, Paula; Fernandez, Elena. The article conveys some information:

A review. The renaissance on the application of gem-diborylalkanes from 2010, has allowed the conquest of new synthetic application towards C-C and C-N bond formation. The activation of gem-diborylalkanes by Cu(I) catalysts, generates active borylalkyl copper(I) species that are able to trap several electrophilic reagents, in an efficient way. In addition, the modification of Cu(I) complexes with chiral ligands, induces asym. platforms towards the synthesis of enantioenriched organoboron compounds The experimental process involved the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Reference of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Reference of Bis[(pinacolato)boryl]methane

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